Rolling Hills, CA Homes for Sale with Acreage

A Legendary Cliff May Estate with Iconic Views and Endless Possibilities. Perched atop one of the most coveted streets in the exclusive guard-gated community of Rolling Hills, this extraordinary Cliff May-designed estate offers a rare opportunity to own one of the Peninsula's most remarkable properties. Set on approximately two usable acres, the residence captures breathtaking panoramic views

Suzanne Dyer Strand Hill Properties

Behind the private gates of prestigious Rolling Hills, this one-of-a-kind California ranch with modern architectural elements sits on more than an acre of land. Beautiful, enduring, and deeply intentional, the home feels like an environmental retreat, showing like a cinematic movie set with a quietly dramatic presence. Thoughtfully improved by exceptional stewards of the property, the residence

Wayne Craig Estate Properties

Originally conceived as a private retreat, this intimate single-level residence was built with a clear intent: quality and craftsmanship. At a little over 3,100 square feet, it prioritizes quality over scale. Every detail was thoughtfully considered, every finish executed to an uncompromising standard. Uninterrupted ocean views extend from nearly every room, opening to the horizon as the doors

Chris Adlam Vista Sotheby's International Realty

Perched at the heart of the prestigious 24-hour guard-gated city of Rolling Hills, this stunning single-level residence offers a rare sanctuary where breathtaking views, serene natural beauty, and refined luxury converge. The iconic Queen's Necklace coastline, shimmering city lights, and a tranquil tree-lined canyon unfold before you, creating a living backdrop that is nothing short of

Stephen Haw Keller Williams Palos Verdes

Set within the private, guard-gated equestrian city of Rolling Hills, an extraordinary offering unfolds across two adjoining properties on a private cul-de-sac—14 and 16 Johns Canyon Road—now available simultaneously for a once-in-a-lifetime chance to create a combined estate of exceptional scale and potential. 14 Johns Canyon Road presents a legacy property rooted in the historic Rancho

Gabrielle Herendeen Estate Properties

38 Saddleback in Rolling Hills is an architectural triumph, a 9,400-square-foot Contemporary Ranch nestled on a sprawling 54,732-square-foot lot. Designed by Criss Gunderson with inspiration from Cliff May, the estate’s positioning was guided by two Feng Shui masters to ensure a perfect harmony with its environment. This intentionality is matched by an uncompromising commitment to natural

Keith Kelley Strand Hill Properties

This 6355 square foot single story home has 6 bedrooms and 7.0 bathrooms. The sf includes the 1100sf guest house w/ bedroom, kitchen, bathroom, game room & loft. This home is located in the gated city of Rolling Hills at 17 Eastfield Dr. Cooling & Heating, Central Air (4 units). Generac generator for full back up natural gas powered. Tennis court, pool, jacuzzi, outdoor covered bar/bbq, 600ft

Andrew English Congress Realty, Inc

This beautiful single family residence is situated in a highly secured 24 hour guard gated city. This Contemporary classic ranch style with gorgeous views and large windows throughout. This Single story 5 bedrooms/6 bath estate sits on approx 3 acres of impeccable landscaping all behind a long and private gated driveway. The backyard features a cascading waterfall from the house to the negative

Delphine Tso IRN REALTY

Set on approximately 2.7 acres in the exclusive, gated community of Rolling Hills, this exceptional equestrian estate blends refined living with the serenity of the countryside. Beautifully renovated in 2023, the approximately 3,833 sq. ft. main residence offers 3 bedrooms and 3.5 bathrooms. The expansive great room showcases soaring wood-beamed ceilings, beautiful oak flooring, and a dramatic

Chris Adlam Vista Sotheby's International Realty

This landmark Crest Road estate is set on approximately 5.5 usable acres, and is one of the very few properties in Rolling Hills offering views in three directions; city lights and coastline to the north, harbor to the east, and ocean and Catalina to the south. Perched above the street with a commanding presence, the home enjoys tremendous curb appeal. A sweeping driveway leads to the elegant

Chris Adlam Vista Sotheby's International Realty